King Black Jack: The Disciple Founder Who Saved Jeff Fort and Built the Boss Pimps

Nathaniel “Black Jack” Jackson — King Black Jack — was tied to the early Disciples, the Boss Pimps, the Boss Pimp Disciples, and the violent street politics of Englewood, Chicago. Before the Boss Pimps became their own name, Black Jack was already connected to the original Disciples world that formed around Englewood in the late 1950s and early 1960s. He stood near the rise of David Barksdale, the creation of Disciple structure, and the street alliances that later shaped Chicago’s South Side. But Black Jack’s story is not just about power. It is about refusal. The legend says he once stopped Disciples inside Cook County Jail from attacking Jeff Fort, the leader of the Black P Stones, because he believed it was a setup. Years later, he walked away from the larger Disciple structure and built his own organization at 59th and May: the Boss Pimps. This documentary follows the rise of King Black Jack, the birth of the Boss Pimps, the wars in Englewood, the split between Gangster Disciples and Black Disciples, and the choice that kept his organization independent when others were being absorbed. A forgotten Chicago king. A gang that refused to disappear. A name the streets remembered when the records went quiet. DISCLAIMER: This documentary is produced for educational and historical purposes only. The criminal activities depicted are condemned in the strongest possible terms. We do not glorify, promote, or condone violence, drug trafficking, or any illegal activity described in this video.